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Find cheap flights from Chicago to Virginia Beach from $56

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Virginia Beach departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
mån 7/8
mån 7/15

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Good to know

Low season

January

High season

July

Cheapest flight

$56
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway Airport to Norfolk

When to book flights from Chicago to Virginia Beach

Are your dates flexible? Find out the best times to travel from Chicago to Virginia Beach based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Virginia Beach

  • Which airports will I be using when flying from Chicago to Virginia Beach?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Virginia Beach does not have its own airport so you’ll be flying into nearby Norfolk airport, which is 12.6 mi away.

  • How long does a flight from Chicago to Virginia Beach take?

    Direct flights cover the 699 miles separating Chicago and Virginia Beach in about 2h 15m.

  • How many flights are there between Chicago and Virginia Beach?

    15 direct flights run between Chicago and Virginia Beach on a daily basis. On average, there are about 108 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Virginia Beach?

    Consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Wednesdays.

  • How does KAYAK find such low prices on flights from Chicago to Virginia Beach?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Virginia Beach.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Virginia Beach?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Virginia Beach from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Virginia Beach?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Virginia Beach with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Virginia Beach?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Virginia Beach from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Virginia Beach?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Virginia Beach found on KAYAK was with Frontier for $56. Spirit Airlines offered a round-trip connection from $121 and Frontier from $138.

See more FAQs

Top tips for finding cheap flights from Chicago to Virginia Beach

  • There is no airport in Virginia Beach. Instead, you’ll be flying into Norfolk Airport when flying between Chicago and Virginia Beach.
  • The cheapest flight from Chicago to Virginia Beach was found 79 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is September.
See more tips

Top 5 airlines serving Chicago to Virginia Beach

Need help choosing which airline to fly with from Chicago to Virginia Beach? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10333 reviews
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
8.6Crew
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

Book cheap flights from Chicago to Virginia Beach

Recent round-trip flight deals

9/16mån
1 stopSpirit Airlines
13h 15mORD-ORF
9/21lör
1 stopSpirit Airlines
11h 01mORF-ORD
$121
7/23tis
1 stopSpirit Airlines
8h 58mORD-ORF
7/30tis
1 stopSpirit Airlines
13h 15mORF-ORD
$134
9/4ons
1 stopFrontier
5h 50mMDW-ORF
9/13fre
1 stopFrontier
25h 08mORF-MDW
$138
9/4ons
1 stopFrontier
5h 38mORD-ORF
9/13fre
1 stopFrontier
16h 54mORF-ORD
$141
7/4tors
nonstopUnited Airlines
2h 18mORD-ORF
7/9tis
nonstopUnited Airlines
2h 22mORF-ORD
$265
7/2tis
1 stopAmerican Airlines
5h 27mORD-ORF
7/24ons
nonstopAmerican Airlines
2h 23mORF-ORD
$275
7/5fre
1 stopAmerican Airlines
7h 10mORD-ORF
7/9tis
nonstopAmerican Airlines
2h 23mORF-ORD
$287
8/30fre
1 stopDelta
3h 47mORD-ORF
9/1sön
1 stopDelta
7h 34mORF-ORD
$296
7/3ons
nonstopUnited Airlines
2h 18mORD-ORF
7/14sön
nonstopUnited Airlines
2h 22mORF-ORD
$297
7/23tis
1 stopDelta
4h 21mMDW-ORF
7/30tis
1 stopDelta
6h 20mORF-MDW
$310

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Recent one-way flight deals

9/11ons
1 stopFrontier
5h 50mMDW-ORF
$56
9/11ons
1 stopFrontier
5h 38mORD-ORF
$56
8/26mån
1 stopSpirit Airlines
21h 23mORD-ORF
$77
7/10ons
1 stopSpirit Airlines
14h 37mORD-ORF
$81
9/3tis
nonstopAmerican Airlines
2h 29mORD-ORF
$146
8/26mån
nonstopAmerican Airlines
2h 29mORD-ORF
$158
11/26tis
1 stopDelta
4h 51mORD-ORF
$187
6/20tors
1 stopDelta
4h 41mMDW-ORF
$208
7/15mån
nonstopUnited Airlines
2h 15mORD-ORF
$213
10/3tors
2 stopsUnited Airlines
11h 47mORD-ORF
$238

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Last minute flights from Chicago to Virginia Beach

Last minute flight, train and bus deals

6/13tors
multi-stopSpirit Airlines
20h 37mORD-ORF
6/17mån
multi-stopSpirit Airlines
21h 29mORF-ORD
$280
6/13tors
multi-stopSpirit Airlines
20h 37mORD-ORF
6/17mån
multi-stopSpirit Airlines
21h 29mORF-ORD
$283
6/13tors
multi-stopFrontier
18h 57mMDW-ORF
6/16sön
multi-stopFrontier
24h 40mORF-MDW
$346
6/13tors
multi-stopFrontier
20h 35mORD-ORF
6/16sön
multi-stopFrontier
13h 20mORF-ORD
$346
6/13tors
nonstopUnited Airlines
2h 15mORD-ORF
6/16sön
nonstopUnited Airlines
2h 22mORF-ORD
$561
6/13tors
nonstopAmerican Airlines
2h 18mORD-ORF
6/16sön
multi-stopAmerican Airlines
4h 39mORF-ORD
$571
6/13tors
multi-stopDelta
5h 00mMDW-ORF
6/16sön
multi-stopDelta
5h 31mORF-MDW
$580
6/10mån
nonstopUnited Airlines
2h 15mORD-ORF
6/27tors
nonstopUnited Airlines
2h 22mORF-ORD
$588
6/10mån
nonstopAmerican Airlines
2h 18mORD-ORF
6/27tors
multi-stopAmerican Airlines
4h 44mORF-ORD
$598
6/10mån
multi-stopDelta
11h 26mORD-ORF
6/27tors
multi-stopDelta
6h 20mORF-ORD
$825

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Flights to Virginia Beach